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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1266255Generated: October 31, 2026

HCID 53723761, compound → 6-Nitro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carbonitrile

https://huagongshe.com/reaction/1266255

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHCID 53723761HCID 53723761—
SolventEthanolHCID 702—
SolventAmmonium HydroxideHCID 14923—
Product6-Nitro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carbonitrileHCID 18548950111.9%

Reaction Steps

A solution of 22.4 g (79.8 mmol) of 2-(2-chloro-5-nitro-pyridine-3-carbonyl)-3-dimethylamino-acrylonitrile was refluxed in a mixture of 500 ml of ethanol and 180 ml of conc. ammonium hydroxide for 2 hr. The mixture was cooled and solid was collected which was washed with ether. Concentrating the filtrate gave a second crop which was collected and washed with ether. Solids were combined. After drying, 19.3 g of the title compound was obtained as a yellow solid: mass spectrum (electrospray, m/e): M−H 215 (negative mode).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06548496B2
Source datasetuspto-grants-2003_04
ORD IDord-934d7669817f4addb529ffb18d65dd63
Source noteuspto-grants-2003_04